Month: December 2017

Is it hard enough?

Hi,

Now, perhaps you will remember that Sebastian is quite good with foods, and loves to make interesting offerings. You’ll remember in the spring I found him and Max teabagging in my basement a while ago. Well, as I walked into my kitchen this morning, sure enough there was Sebastian proudly displaying his wares.

“My goodness, what lovely blue veins,” I said. “And I think it’s a little harder than the last one.”

Sebastian was showing me his delightful cheese, something he’d worked on for some time. He’d tried before, but it had been far too creamy, but this blue cheese was more like Stilton. Robust and hearty, would be a good way to describe it.

He turned to me, as I was bending down to empty the dish washer, my tight leggings showing the shape of my legs, and he said quite casually, “I’d like to give you some sausage, too. Right here on the table!”

“Oh,” I said, quite flustered. “Sebastian…”

“I made it from the turkey I had left over,” he said.

“Ohhh, I see. Of course.” I felt a little flustered, my cheeks glowing a little red.

But that’s not the main reason I’m writing.

We have so many exciting developments in the works I hardly know where to start. Probably the most important is that we’ll soon be rolling out the Fiona Dobson Crossdressing App for Android. Now, I know what you’re thinking. You’re barely able to contain yourself. Well, hold on for a moment. We are anticipating being live with it in mid January.

To make sure you don’t miss out on it, though, you should register on the website, if you haven’t already, and you’re sure to hear about it. I’m doing my best to make it a free download, so you’ll be able to slip me in your pocket, secure in the knowledge I can spring into action whenever needed. You’re also going to be seeing some interesting advances on the website over the next little while.

As we go into 2018, we’re stepping our game up a little. And, if you want to get yours up a little, perhaps today would be a great day to upgrade to my Premium Program, if you haven’t already.

If you’d like some interesting bedtime reading, I’ve just posted a quick story about a young boy who gets caught crossdressing by his step sister. If you enjoy The Long Game be sure to leave a comment. It’s a quick read, but one I’m sure you’ll enjoy. Find it here.

My best wishes for the New Year. Please be sure not to party too hard, and remember not to ever drink and drive.

😊

Fiona

Be sure to have a wonderful time celebrating the arrival of the New Year. All the crew here at http://FionaDobson.com wish you the best for the coming year and will be hard at work (phrasing) bringing you the best of crossdressing entertainment. We’ve created a playlist of all the songs use din our emails – you can find it here.

A man in a kilt is a man and a half… Except when he’s a chick. Anyway, I thought I’d introduce this idea to you for 2018. Many people feel a little shy about dressing for the first time in public. This is understandable. Putting on a kilt is a great way to ease yourself into it.

“After the first day of wearing a kilt in the office, people hardly noticed it and certainly didn’t comment on it. I now wear a kilt once a week, and if someone comments on it people are more inclined to think they’re a little odd, than the thought that I am!”- Rob

If you’re going to do this, you need to do it right. That means wearing suitable long black socks, a pair of black shoes (Vans do a great black canvas shoe that works well), and a plain sweater. One of my favorite ranges of kilts is provided by Sportkilt. They’ve done a great job popularizing the look. If you buy from them, be sure to let them know Fiona Dobson sent you.

All you need to do to change it up is throw on a pair of fishnets, and some eye shadow and you’re in full crossdress mode!

Description

Buy it today.

The Black Watch tartan is a proud military tartan, that is not confined to any particular ‘clan’. It is both conservative and stylish.

The Wallace Tartan is a bright and flamboyant look, suitable for the younger rebelious type. Worn with a black sweater or a white shirt it can still appear smart, while retaining the bright impact of it’s youthful nature.

;

The Utility Kilt is acceptable in many workplaces and is as masculine as you wish it to be. It’s a great look if you’ve never tried it and are not confident enough to step into a more fashionable style of kilt.

I said nothing, instead staring at my feet. She sat quietly on the bed, and motioned me to sit beside her. I did so, doubtful of her good intentions, but aware that this was surely better than the beating she could so easily have resorted to.

“Now, tell me the truth. Did you do it because it feels nice?”

I continued to look at my feet, but nodded silently. I couldn’t face her.

“Well, at least we have the truth, now.”

She put her arm around my shoulders. Her body was warm and soft, and she said softly, “Michael, you’re not the first young man to put on panties. It’s ok, you know.”

A young boy is caught crossdressing.

I was twelve years old when my step sister caught me. I was in her room, returning her panties. She was older than me, a beautiful 19 and fully a woman. I stood in her room, guiltily holding her red silky panties.

Inside I could feel the tears welling up. I was confused, and had been taking her panties now and then, unsure why, but enjoying pulling them on and posing in front of the big mirror in my mother’s room, when the house was empty.

“I should tell your mommy, you know. It would break her heart, of course,” she said condescendingly. “You wouldn’t care about that though. Why would you care for other people’s feelings, if you think it’s ok to creep around taking their clothes.”

Are you ready for your massage 😉

Hi,

It’s the night before Christmas eve here in Huckleberry Close, and I have had the most extraordinary text message from Bernard. As you may know, Bernard’s health has not been good recently. Between being tazered and shot in the chest with a carrot, he’s had quite a year.

With this in mind he traveled to England for Christmas, where he has some family, and checked himself into a rather eccentric sounding health farm near something called ‘Newmarket’. He’s being treated at “The Devil’s Dyke Centre for Alternative Health.” This immediately had me thinking of a friend of mine who recently divorced her lesbian wife. As you might have guessed the divorce is not going well.

Bernard’s text read: “Hope all is well. Love to the crew. Just waiting for the nurse to give me my evening massage. 😉 “

Now, I don’t mean to be pedantic, but that smiley winkey face at the conclusion of the message did give me pause for thought. At the time Sylvester, Ali and I were enjoying a few glasses of eggnog while I modeled a new gown I recently treated myself to, and Ali showed us a traditional arab jalabiyyah. Needless to say, Sylvester wore his Carhartt pants, and frankly I think Ali and I looked considerably more presentable than our swarthy friend.

Amanda had joined us, ‘popping in’ as she does, not unlike a visit from the plague. We all sat around the log fire in my living room and enjoyed the winter evening.

Making conversation, Sylvester said, “I see Bernard’s started using emoji’s. I don’t think he’s quite got the hang of it yet.”

“I couldn’t agree more,” I said, showing them both the recent text. “I mean, really. What is one to make of that?”

The eggnog was fortified with substantial amounts of brandy, which neutralizes the sweetness a little, though does not reduce the calories, to Amanda’s disappointment. I’ve been making this recipe for years, and it was given to me by my grandmother.

Ali passed on the eggnog, but Amanda drank it deeply. I could tell she’d had more than is wise from her slightly slurred speech.

“Where on earth do you get this,” asked Amanda looking at her glass. “It’s so smooth!”

“Oh,” I replied modestly, “it’s just something I knocked up.”

“Rather like your first wife,” I heard her mutter under her breath.

Just then Sylvester got to his feet to refill his glass, nudged the table and Amanda’s glass toppled into her lap covering her with eggnog. She yelped like a… Well, like a startled pig, and got to her feet.

“Oh, I’m so sorry,” Sylvester gushed.

“Don’t worry, Amanda. I’ll find you something.” I said and trotted off upstairs to get her a skirt. Perhaps I could find a discarded garden tent upstairs. No, that’s a little unkind, I suppose. I looked among the clothes, and returned with something suitable.

I handed the skirt to Amanda and she disappeared to change, leaving us all enjoying the warmth of the fire.

A text came back from Bernard a moment later – “Can’t chat, going in for colonic irrigation! 😉”

“Wow,” said Sylvester. “They really know how to have fun in England.”

With that Sylvester disappeared upstairs to the bathroom, leaving Ali and I to talk about how he and his family were enjoying their second Christmas in Canada. He told me how well his daughter had settled in at school, and how his wife had managed to find a good job in the bank. It wasn’t until ten minutes or so had passed that I realized both Sylvester and Amanda were still absent.

I glanced at the carriage clock on the mantelpiece.

“How very odd,” I said to Ali. “I wonder what could have happened to Sylvester?”

Ali turned his eyes toward the heavens, or one of the bedrooms upstairs, depending on your point of view. He had an ominous look on his face as our eyes met.

“Just how much brandy is in that stuff,” asked Ali.

“Enough.” I said. Sylvester is Italian.

I hope you are enjoying the run up to Christmas. We will be here through the holiday looking after all our friends and members. I’m thrilled to say we’ve been getting a lot of new members in to My Little Black Book. If by chance you are alone this Christmas it’s a great idea to get into My Little Black Book and message some of our other members. They’re all keen to hear from others and make new connections, and we all love to connect, however distant, at this time of year.

What a time of year this is. I am busy most evenings as we go toward Christmas. Tonight I’ll be scoring with the boys at the curling club. I do like to help them out when I can, and as you likely know I love to participate in team sports in Montreal.

Sebastian and Sylvester like to go curling in the winter evenings, and have in the past occupied my wife’s appalling friend, Amanda. I think they take her out of pity really. She joined a local curling team, ‘The Invincibles’. Sadly she’s unable to come to the rink anymore, since during last months team game her little group was knocked out in the semi final of the league matches, and she ended up in an altercation with the referee. She was escorted from the building after headbutting the referee, and has been asked to find another club.

Nonetheless, she’s still on my Christmas list. Regrettably my wife is travelling building an orphanage in Guatemala this month. This leaves me to keep the aweful Amanda occupied. You can see my Christmas list HERE for some Christmas ideas, if you need them. In Amanda’s case I have ordered her a copy of a travel guide book to Molvania. With luck she will emigrate. If not, a walking tour of eastern Europe’s oldest nuclear facilities is something that’s sure to bring a healthy glow to her.

You’ll see I also have a few ideas for presents for Sylvester, Bernard and the crew. I must say, since Bernard has been experiencing a few health issues this year he has become a little less social. He joined me for a glass of Bailey’s the other night and said he’s been seeing friends at his Arthritis support group all week. He said they got together and just clicked.

As I prepare for a wonderful Christmas I’ll be looking forward to messaging you from time to time. I have to tell you that I find this time of year lovely for experimenting with new clothing and a wonderful excuse for trying all sorts of new outfits. I hope you do, too!

Now, remember as we go into this season of goodwill, it’s a great time to join My Little Black Book and share messages of friendship with other CDs from around the world. You can do so here for just $2.95 a month. If you’re already a member, get those digits dancing and send a few good wishes to some random members out there, as well as the friends you’re already conversing with. We all love to get a surprise from one of our own.

Remember tonight is your last chance to vote for our Man Of The Year. So far, Sarah Huckabee Sanders is beating off all the others coming up closely behind. You can make what you will of that!

It’s going to be a fabulous holiday season, and the fun starts here. Step into Christmas in a pair of nylons and heels with me. Get it off to a good start by upgrading to Premium, if you haven’t already. Then click on the video below and enjoy the sound of a Canadian icon, Bryan Adams. The montage is something I think you’ll enjoy.

😊

Fiona

The only way to listen to this is with the volume jacked up so high your neighbors complain. Enjoy Bryan Adams. What’s your look for the New Year? What inspires your crossdressing? Be sure to share your stories on http://FionaDobson.com.

I don’t know how I’m going to squeeze it all in! All the shopping, parties, family events, and looking after so many members! Well, perhaps I should take my own advice and lubricate things with a little help from Amazon.

Here’s a few great Christmas ideas. I must say my idea of a wonderful Christmas would be for Amanda, my wife’s appalling friend, to emigrate to Molvania – though I doubt it’s likely to happen any time soon. And let’s face it, Pig And Pig Farmer would be unlikely to find another editor of her enormous caliber.

Enjoy my Christmas list and add some ideas of your own in the comments section. FD

Who

What

Sylvester, My mechanic just loves messing around in his workshop. If it’s not covered in oil and slippery to the touch, it’s just not his thing! Here’s a few ideas.

Sebastian. My personal trainer is a health nut. He’s all about vegetables, getting sweaty on the mat and working up a sweat. I hate to disappoint him. He’s going to love these yoga accessories.

Ali. Ali is often a dirty boy in my garden. He’s a wonderful gardener, but being a Syrian refugee is still getting things together here. I’m always happy to lend a hand.

Bernard. He’s a wonderful photographer and a great artist. He loves to travel with me on shoots and assignments for the advertising agency. Plenty of good ideas here. I had thought of giving him a carrot, in view of recent events but it seemed a little unkind.

Julie: She’s hard at it with our Admirer members. Always very diligent and communicative, I thought a nice little piece of technology would help her out.

Oakley and Katia. These two are easy. They love anything lacy and sexy – though Katia leans toward leather and studded.

Amanda: My wife’s appaling friend would do well to have a walking tour of Molvania. Taking in the oldest operating nuclear facility in eastern Europe, and meeting interesting people who have never visited a dentist sounds right up her street.

Everyone else! I never like to be caught off guard and find I’ve forgotten about a friends gift. With this in mind I always have a few Amazon Gift Cards about the place. Being able to pull one out and hand it to a surprise guest leaves me looking particularly generous and them feeling totally embarrassed at forgetting to bring a gift!

As I stepped out of the shower, following a vigorous workout with Sebastian, I saw a message come in on my tablet. Pulling on a lovely pink robe, I took the tablet down to the living room, where Sebastian was sitting drinking an energy drink. As you probably know, Sebastian is my personal trainer.

Sebastian looked at me, and said, “I’m never really got the whole PVC outfit thing. It’s a bit unusual for me. I just can’t imagine a situation in which one would wear such a thing.”

“Well, I’m a bit unusual. It seems a lovely idea to me!” I said.

Now, we’ve had what can best be described as an interesting week. There’s been a few struggles and some painful learning. One of the images we used some time ago came from a source that hadn’t cleared copyright, so we got a little hurt there, but I hope we’ve resolved that without anyone getting too upset. Should you be aware of any images used inappropriately be sure to let me know.

As I told Sebastian “This weeks been a challenge, but people seem to love the idea of a ‘Man Of The Year’, which is running on the website.”

Now, I wanted to give a special shout out to Joni, from Toronto, who is a member of My Little Black book.

She’s delighted to hear from other CDs to chat and connect with. But the main reason I am mentioning her is that she sent this lovely image following a makeup session with Amy. Joni’s picture is delightful and here’s a link to Amy – http://crossdresslasvegas.com/Amy/Amy/DearAmy.html – who is in Las Vegas and evidently does a great job in the make over she provides. I’m thrilled to mention her to you, because she’s clearly very helpful and does a great job.

This week I also had a little push – calm down Amber – into my German friends. We’re expanding and welcoming new members from Germany into My Little Black Book. That gave me the perfect excuse to use the music below. You can learn why I used it here!

As we approach the end of the year I’ve been having Max do some data work on some of our projects. One of our most successful is My Little Black Book – it’s connecting many people here in Canada, the US and Mexico. However, I notice that there are just two German members at present.

You know, one of the greatest challenges in running a site like this is the supply of creative content. It seems a batch of images that we obtained were from a source that failed to check the proper copyright status. As a result we’ve had some awkwardness around those images.

While it’s a tough task, we want to do it right. With this in mind, I’d love you to help us out. If you see an image on FionaDobson.com that you are concerned about, please email me directly at fdobson@zoho.com – we’d like to do this right and avoid causing any offence or upset.

My regular gurls understand how very seriously we take our program, and being supportive to the crossdressing community. So, with your help I am sure we’ll be able to square things away.

The votes are in and the results are a conclusive win for Sarah Huckabee Sanders.

White House press secretary Sarah Huckabee Sanders calls on a member of the media during the daily briefing in the Brady Press Briefing Room of the White House, Friday, Oct. 20, 2017, in Washington. (AP Photo/Andrew Harnik)

Now I’ve promised myself not to say anything unkind here about Sarah, it’s just the kind of person I am. So, here goes. It’s a good pic isn’t it. It’s from Associated Press, who I worked for, for years.

Sarah does a lot to make CDs look wonderful. I’m going to leave it there.

As the first recipient of this prestigious award I’m hoping she’ll continue to set a great example to those around her being accepting of trans, CD and all alternative lifestyles… Hang on, I think I’m choking up. OK, let’s move on with 2018.

Sarah got 63% of the votes, bless her, and beat off Ray Gillette, and Bernard The Photographer.

Sign Up For Free Today.

Sign up to my Feminization Program today and start enjoying your journey to release the gurl within.

I came out to my sister in-law and my wife.

Today I came out to my sister in-law and my wife. I played dress up with her and I feel so freaking pretty its unreal! This journey is amazing. I will let u no how wonderful my night ends!

OMG!

I just read your story Clothes Maketh The Man up until part 8 and I was in borderline shock how fast my heart was racing...you really have a way with words!

Hilarious!

Fiona,
You are hilarious... Thank you for the sunshine in my Friday
Georgie x

Understanding...

I read the article you sent to me...wow...it made so hot and hard......I feel like you are the only one who really understands me, my wants and my desires, my fascination to it all. I await more from you. Francis

Girl feelings.

I'm having so much trouble understanding the real me. i don't even know if what I'm feeling inside me is normal....I'm a closet tv/sissy who loves dressing at home with all these girl feelings. Your site is the only one I've found that really helps me. Diana

Singing your praises!

I have been singing your praises about your premium training on my blog. I really am learning a awful lot. I cannot wait for more!
You are the best!
Billie

It's wonderful...

I think it is wonderful you are offering this service. I am a bit shy, and I think this might help.
Thanks for all you do,
Best,
Jennifer

It never felt so good!

My second task is complete! It never felt so good! I really feel like I'm becoming the real me for the first time in my life :)
Rene

I love my new trashy sunglasses...

...Also I love my new trashy sunglasses. They are just a touch of fem. they make me feel sexy too. Also the Black Book Program is fantastic. I already started chatting with another gurl.
I am really excited for what other tasks you may have lined up.
Again thank you Miss Fiona your program is amazing.
Xoxo
Claudia

Unashamed...

I love how you make people feel good and unashamed to do what they love - taz1342